Novel sulfamide analogs of oleoylethanolamide showing in vivo satiety inducing actions and PPARalpha activation

J Med Chem. 2007 Jan 25;50(2):389-93. doi: 10.1021/jm0601102.

Abstract

Long chain saturated and unsaturated alkyl sulfamide and propyl sulfamide derivatives, analogs of oleoylethanolamide, have been synthesized and evaluated in vivo and in vitro as peroxisome proliferator activated receptor alpha (PPARalpha) activators. Additionally, the anorexic effects of the new compounds have been studied in vivo in food-deprived rats. Among the active compounds N-octadecyl-N'-propylsulfamide (7) has been identified as a potent hypolipidemic compound, a potent feeding suppressant, and a concentration-dependent activator of PPARalpha.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Appetite Depressants / chemical synthesis*
  • Appetite Depressants / chemistry
  • Appetite Depressants / pharmacology
  • Cell Line, Tumor
  • Coenzyme A / metabolism
  • Dose-Response Relationship, Drug
  • Eating / drug effects
  • Endocannabinoids
  • Food Deprivation
  • Genes, Reporter
  • Humans
  • Hypolipidemic Agents / chemical synthesis*
  • Hypolipidemic Agents / chemistry
  • Hypolipidemic Agents / pharmacology
  • Luciferases / biosynthesis
  • Luciferases / genetics
  • Oleic Acids / chemical synthesis*
  • Oleic Acids / chemistry
  • Oleic Acids / pharmacology
  • PPAR alpha / agonists*
  • PPAR alpha / genetics
  • PPAR alpha / metabolism
  • Rats
  • Rats, Wistar
  • Rats, Zucker
  • Satiation / drug effects*
  • Structure-Activity Relationship
  • Sulfonamides / chemical synthesis*
  • Sulfonamides / chemistry
  • Sulfonamides / pharmacology
  • Transcriptional Activation
  • Transfection

Substances

  • Appetite Depressants
  • Endocannabinoids
  • Hypolipidemic Agents
  • N-octadecyl-N'-propylsulfamide
  • Oleic Acids
  • PPAR alpha
  • Sulfonamides
  • oleoylethanolamide
  • Luciferases
  • Coenzyme A